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Themed Disney Vacation Home • Private Pool • Minutes from Parks • Windsor Hills

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Dining
A heated pool
Fridge, microwave, oven, stovetop
4 bedrooms, iron/ironing board, free WiFi, bed sheets
Exterior

Reviews

10 out of 10
Exceptional

Entire home

4 bedrooms4 bathroomsSleeps 10186 sq m

Popular amenities

  • Spa pool
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi

Explore the area

View map
Kissimmee, FL
  • Place, Bonanza Golf & Gifts
    ‪2 min drive‬
  • Place, Mighty Jungle Golf
    ‪3 min drive‬
  • Place, Walt Disney World® Resort
    ‪6 min drive‬
  • Airport, Orlando, FL (MCO-Orlando Intl.)
    ‪31 min drive‬

Room options

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About the area

Kissimmee

A family-friendly stay in Kissimmee awaits you at this villa. You'll be 4.9 km (3 mi) from Walt Disney World® Resort and 3.4 km (2.1 mi) from Island H2O Live!. .Villa features a washing machine, free WiFi and 4 bathrooms. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. A living room, a dining area and a Smart TV are also available. .Enjoy the gym and Hot tub. Other amenities include laundry facilities, a games room and barbecues.
View more Villas in OrlandoOpens in a new window

What's nearby

  • Bonanza Golf & Gifts - 2 min drive - 2.4 km
  • Mighty Jungle Golf - 3 min drive - 2.7 km
  • Walt Disney World® Resort - 6 min drive - 4.7 km
  • Disney's Animal Kingdom® Theme Park - 8 min drive - 5.5 km
  • Disney Springs™ - 12 min drive - 15.0 km

Getting around

  • Kissimmee Station - 25 min drive
  • Kissimmee, FL (ISM-Kissimmee Gateway) - 21 min drive

Restaurants

  • ‪McDonald's - ‬3 min drive
  • ‪Starbucks - ‬2 min drive
  • ‪Del Taco - ‬3 min drive
  • ‪El Cafetal Bakery & Restaurant - ‬2 min drive
  • ‪Osaka Bay Buffet - ‬3 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Themed Disney Vacation Home • Private Pool • Minutes from Parks • Windsor Hills

Welcome to Olaf’s Endless Summer – Your Family’s Magical Disney Retreat

Escape to a place where Disney dreams meet everyday comfort. Located just 2 miles from Walt Disney World, our professionally designed 4-bedroom, 4-bathroom villa in Windsor Hills Resort is the perfect in home base for your next adventure. Whether it’s your first visit or your fifteenth, Olaf’s Endless Summer offers the space, charm, and convenience families need to relax, recharge, and make unforgettable memories.

Why Families Love Our Home:

Rare single-story layout—no stairs, no elevators, just walk-in ease

4 bedrooms / 4 bathrooms—everyone gets their own space and privacy

Private heated pool—perfect for nighttime swims under the stars

Themed bedrooms:

Star Wars™ Galaxy Room with custom triple-decker bunk bed—sleeps several kids

Princess Suite with pull-out trundle—perfect for siblings or cousins

Moana-Inspired Room with a king-size bed and private ensuite—a tropical escape for grown-ups

Frozen Room with a king-size bed and private ensuite—cool, cozy, and ideal for grandparents or parents

Games room with pool table, Xbox and more

Family-Ready Extras (Included!):
Pool heat included
Highchairs, strollers, playpens, wagons

Toy room stocked with fun

BBQ grill on the honor system

Smart TVs, fast Wi-fi.

We’re Not Just Hosts—We’re Here for You: We’re proud to be Premier Hosts with hundreds of 5-star reviews from happy families. Due to a glitch in the system (possibly caused by a rogue droid or a Jedi mind trick), they’re a bit tricky to find—but trust us, they’re there, and they speak volumes. We treat every guest like family and love being part of your vacation story.

Yes, we have a great management team, but we’re also just a phone call away. Whether you forgot to register someone at the gate, need a last-minute change, or want Brett’s “Dad’s First Day Check-In List,” we’re here to help.

Windsor Hills Resort Perks:

Heated lagoon pool, splash pad, and water park

Clubhouse with movie theater, arcade, and fitness center

Sports courts, playgrounds, walking trails

Daily activities like crafts and DJ-led pool parties (our daughter is undefeated in the hula hoop contest—15 wins and counting!)

Let the magic begin. Olaf’s Endless Summer is more than a rental—it’s a place where memories are made. Book today and let your family’s magical adventure begin!

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Property amenities

Pool/Spa

  • Heated pool
  • Hot tub

Internet

  • Available in the villa: Free WiFi

Parking and transport

  • Wheelchair-accessible parking available

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • 4 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shower

Living spaces

  • Living room
  • Separate dining area

Entertainment

  • Smart TV with cable/satellite channels

Outdoor areas

  • Barbecue grill
  • Porch/lanai

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Accessible parking space
  • No lift (single-level property)
  • Wheelchair-accessible parking
  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Things to do

  • Arcade/game room
  • Gym
  • Heated pool

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

General

  • Property located in a resort
  • Unit size: 2,000 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Check-out instructions

The host requires you to complete the following before checking out:
Load and start the dishwasher
Strip any used beds and gather used towels
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights and lock the doors
Please refer to your check-in information.
Failure to complete these may result in a negative review from the host.

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. On-site parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher and a smoke detector in all accommodation.

Property is also known as

Close to Disney Themed Kids Rooms Gated Resort Community
Sept Oct Book FOR $119/night!!! This Is An Incredible Deal!
Family Oriented, Disney Styled Vacation Pool Home! Kissimmee

Frequently asked questions

Are there any beaches close to Themed Disney Vacation Home • Private Pool • Minutes from Parks • Windsor Hills?

The closest beach to Themed Disney Vacation Home • Private Pool • Minutes from Parks • Windsor Hills is Getaway Glen (8.1 km).

Does Themed Disney Vacation Home • Private Pool • Minutes from Parks • Windsor Hills have a pool?

Themed Disney Vacation Home • Private Pool • Minutes from Parks • Windsor Hills has a heated pool and a pool.

Is Themed Disney Vacation Home • Private Pool • Minutes from Parks • Windsor Hills family-friendly?

You bet! With amenities such as an arcade, laundry facilities and highchairs, it's no surprise that Themed Disney Vacation Home • Private Pool • Minutes from Parks • Windsor Hills is a winner with our family travellers.

Is there a private hot tub at Themed Disney Vacation Home • Private Pool • Minutes from Parks • Windsor Hills?

Yep, there is a hot tub.

Is there a free airport shuttle available at Themed Disney Vacation Home • Private Pool • Minutes from Parks • Windsor Hills?

No, Themed Disney Vacation Home • Private Pool • Minutes from Parks • Windsor Hills does not offer an airport shuttle service.

What time are check-in & check-out at Themed Disney Vacation Home • Private Pool • Minutes from Parks • Windsor Hills?

Check-in begins at 4:00 PM. Check-out time is 10:00 AM.

Are pets allowed at Themed Disney Vacation Home • Private Pool • Minutes from Parks • Windsor Hills?

No, pets are not allowed.

Themed Disney Vacation Home • Private Pool • Minutes from Parks • Windsor Hills Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 19 out of 20 reviews
Rating 8 - Good. 1 out of 20 reviews
Rating 6 - Okay. 0 out of 20 reviews
Rating 4 - Poor. 0 out of 20 reviews
Rating 2 - Terrible. 0 out of 20 reviews

9.8/10

Cleanliness

Reviews

Verified

10/10 Excellent

Erin L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay! Incredibly close to Disney!
Stayed 7 nights in Feb 2026
Verified

10/10 Excellent

Vanessa M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The property was fantastic and the hosts were amazing. We loved staying here.
Stayed 14 nights in Sep 2025
Verified

10/10 Excellent

Matthew M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Fantastic house in a well located resort a short 10-15 minute drive from the entire WDW resort. House as described and was a lovely home away from home! Owner quick to respond to enquiries, would definitely stay again!
Stayed 10 nights in Mar 2026
Verified

10/10 Excellent

Jignesh P.

Host was very attentive.
Stayed 4 nights in Feb 2026
Verified

10/10 Excellent

Karen M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house. Loved all the amenities
Stayed 6 nights in Dec 2025
Verified

10/10 Excellent

Burr W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place to stay.

Wonderful location and property with a large number of bedrooms and bathrooms. Close proximity to Disney.
Stayed 4 nights in Apr 2025
Verified

10/10 Excellent

Erin L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We stayed in late Oct for a Disney trip and loved the condo! Our kids especially loved the playroom with all the fun toys, the themed rooms and the outside pool area! We really appreciated how well stocked the condo was - from the pool toys to the beach towels, and indoor toys (dress up clothes, video games), there was lots to keep everyone entertained and happy when we weren’t at the parks!
Stayed 5 nights in Oct 2025
Verified

10/10 Excellent

Madeline S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
House was amazing! Host was great with communication! Pool heat and Bbq grill included in cost a big plus. Very nice quiet community with great location to Disney. So many extra touches did not go unnoticed- pool toys- kids toys- strollers
Stayed 7 nights in Jan 2026
Verified

10/10 Excellent

Destin C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful place! It was well appointed with everything you could need! The owners were amazing. When an unlikely issue popped up, they were quick to reach out to us directly and make everything right as best they could. We would definitely stay here again!
Stayed 9 nights in Jun 2025
Verified

10/10 Excellent

Miriam M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great house

Every kitchen utensil you can think of! Comfortable and clean.
Stayed 4 nights in Jul 2025
Verified

10/10 Excellent

Ashlee C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
First off our host was simply amazing! My family and I absolutely loved our stay especially the pool! It was my daughter’s 12th birthday and this was a surprise trip. We will be coming back soon! #Olafsendlesssummer
Stayed 4 nights in Jul 2025
Verified

10/10 Excellent

Karen D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
From initial contact with the owner to check out this experience has been a joy. I can’t recommend this property or the owner enough. Spotlessly clean house with every available item that you would need. Gorgeous neighborhood. Safe and well maintained. Can’t wait to come backKids don’t want to go home
Stayed 11 nights in Aug 2025
Verified

10/10 Excellent

Jorge C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Clean and great location

House was clean and as described. It was well stocked with utensils, cups, and cooking supplies. The pool and whirlpool were clean. The furniture was is great condition. Note you cannot adjust the thermostat as it is locked.
Stayed 3 nights in Mar 2025
Verified

10/10 Excellent

erik d.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 3 nights in Aug 2024

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